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Preparation method of ginkgolide L

A technology of ginkgolides and total ginkgolides, which is applied in the field of medicine and can solve the problem of low content

Active Publication Date: 2015-02-18
CHINA PHARM UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, research on the pharmacological activity of ginkgolide monomers has become more and more in-depth. Ginkgolide L, as a monomer compound of ginkgolides, has an extremely low content in total ginkgolides. At present, no There are research reports on ginkgolide L at home and abroad

Method used

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  • Preparation method of ginkgolide L
  • Preparation method of ginkgolide L
  • Preparation method of ginkgolide L

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Weigh 50 mg of total ginkgo lactones, dissolve in 100 ml of methanol solution, and ultrasonically promote dissolution. Heat the oil bath to 70°C, slowly add 1ml of concentrated sulfuric acid dropwise, raise the temperature to 140°C, and react until the solution turns light yellow and transparent, about 6 hours. Cooled in an ice bath, and stood overnight in a refrigerator at 4°C to precipitate a solid, which was filtered. Choose 100-mesh silica gel, dry-pack the column, dry-load the sample, choose chloroform-methanol as the eluent, and perform isocratic elution, and the elution gradient is according to 100:1--80:1--50:1--10: 1--1:1 decrease, collect the eluate, use HPLC-TOF to detect the eluate components, after detection, it is clear that the eluate contains ginkgolide L, and spin dry to obtain ginkgolide L. The yield is about 40%.

Embodiment 2

[0068] Weigh 50 mg of total ginkgo lactones, dissolve in 100 ml of acetone-water solution (ratio: 5:1), and ultrasonically promote dissolution. Heat the oil bath to 80°C, add 2ml of 37% concentrated hydrochloric acid, condense and reflux, raise the temperature to 130°C, and react for 4 hours. Standing in an ice bath for crystallization, a brown solid was obtained. Choose 300 mesh silica gel, pack in wet method, mix the brown solid into diatomaceous earth according to the weight ratio of 1:1, load the sample in dry method, use petroleum ether-ethyl acetate as the eluent, and perform isocratic elution with an elution gradient of 200 : 1--100: 1--50: 1--10: 1--1: 1 Decrease, collect the eluate, use HPLC-TOF to detect the components of the eluate, after detection, it is clear that the content of ginkgolide L The eluate was spin-dried to obtain ginkgolide L. The yield is about 38%.

Embodiment 3

[0070] Weigh 20 mg of total ginkgo lactones, dissolve in 100 ml of isopropanol-water solution (ratio: 10:1), and sonicate to promote dissolution. Heat the oil bath to 75°C, slowly drop 3-4 drops of acetic anhydride, condense and reflux, raise the temperature to 135°C, and react for 6 hours. Standing in an ice bath for crystallization, a brown solid was obtained. Use 300-mesh silica gel, dry-pack the column, mix the brown solid into diatomaceous earth according to the weight ratio of 1:1, dry-load the sample, use petroleum ether-acetone as the eluent, and use isocratic elution with an elution gradient of 300:1 --200:1--100:1--10:1--1:1 Decrease, collect the eluate, use HPLC-TOF to detect the composition of the eluate, after detection, it is clear that the elution containing ginkgolide L solution, spin-dried to obtain ginkgolide L. The yield is about 37%.

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Abstract

A ginkgolide type compound which serves as a powerful antagonist of platelet activating factors (PAF) has very good protective effects on focal cerebral ischemia and diffuse total cerebral ischemia. Ginkgolide is divided into ginkgolide A, ginkgolide B, ginkgolide C, bilobalide, ginkgolide K, ginkgolide L and the like. The content of ginkgolide L in ginkgo leaves is extremely low, so that ginkgolide L is difficult to obtain, and research report on ginkgolide L is nearly zero. The invention relates to a preparation method of ginkgolide L. Ginkgolide L is extracted from commercially available ginkgo total lactone or ginkgo total lactone obtained based on a known method. The preparation method is simple to operate, the raw materials are low in cost, a plenty of ginkgolide L can be obtained rapidly, and basis is provided for research on ginkgolide L.

Description

technical field [0001] The invention belongs to the technical field of medicine, and in particular relates to a preparation method of ginkgolide L. Background technique [0002] Ginkgo biloba L. is the only living species of Ginkgo biloba in the family Ginkgoaceae. It is known as the "living fossil" of the plant kingdom and is one of the unique ancient trees in my country. Ginkgo biloba has the functions of astringing the lung, relieving asthma, promoting blood circulation and removing blood stasis, and relieving pain. It is used to treat cough due to lung deficiency, coronary heart disease, angina pectoris, and hyperlipidemia. The main components of Ginkgo biloba standard extract are 22%-24% flavonoids and 5%-7% lactones. [0003] In 1967, the team of Professor Nakashi Xianger of Columbia University in the United States reported several compounds found in Ginkgo biloba extract, among which four diterpene lactones with special structures ( diterpene lactones) compounds nam...

Claims

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Application Information

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IPC IPC(8): C07D493/22
CPCC07D493/22
Inventor 李萍杨华郭汝洲楼凤昌刘新光
Owner CHINA PHARM UNIV
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